Morning: Land at Pearson International Airport and transfer to your hotel in the Entertainment District.
Afternoon: Stroll along the waterfront and visit the iconic CN Tower, enjoying panoramic city views.
Evening: Dine at a local restaurant on King West and soak up the lively nightlife of the Distillery Historic District.
Find HotelsMorning: Explore the expansive Royal Ontario Museum with its art and natural history exhibits.
Afternoon: Wander through the lush High Park, perfect for a picnic and a view of the city’s skyline.
Evening: Catch a performance at the historic Royal Alexandra Theatre or enjoy a relaxed dinner in Kensington Market.
Find HotelsMorning: Depart early on a guided tour to the breathtaking Niagara Falls (approx. 1.5 h drive).
Afternoon: Take the Maid of the Mist boat ride and explore the surrounding parklands.
Evening: Return to Toronto; unwind with a casual dinner in the vibrant Queen Street West area.
Find HotelsMorning: Visit the contemporary Art Gallery of Ontario and admire its extensive collection.
Afternoon: Shop along the trendy boutiques of Bloor Yonge and stop by the historic St. Lawrence Market for snacks.
Evening: Experience a Toronto Raptors game at the Scotiabank Arena or enjoy a rooftop bar with skyline views.
Find HotelsMorning: Take a ferry to the tranquil Toronto Islands and rent a bike to explore the beaches.
Afternoon: Picnic by the lagoon and visit the historic Centre Island amusement park (family‑friendly).
Evening: Return to the mainland for a seafood dinner at the Harbourfront Centre.
Find HotelsMorning: Discover interactive exhibits at the Ontario Science Centre.
Afternoon: Explore the eclectic vibes of the Greektown neighbourhood on Danforth Avenue.
Evening: Enjoy live music at a local jazz club in the Entertainment District.
Find HotelsMorning: Relax with a leisurely brunch at a café in the Yorkville district.
Afternoon: Check out of the hotel and head to the airport for your flight to Cancún.
Evening: Arrive in the Riviera Maya, transfer to your beachfront resort, and unwind with a beachside dinner.
Find HotelsMorning: Bask on the white sands of Playa del Carmen and swim in the turquoise sea.
Afternoon: Participate in resort‑offered activities such as yoga or a cooking class.
Evening: Savor fresh Mexican cuisine at the hotel’s beachfront restaurant while watching the sunset.
Find Hotels **Morning: Embark on a guided tour to the UNESCO World Heritage site of Chichen Itza.
Afternoon: Cool off with a swim in the nearby Cenote Ik Kil, a natural sinkhole.
Evening: Return to the resort; enjoy a relaxed evening with a margarita by the pool.
Find HotelsMorning: Explore the cliff‑side Tulum ruins with spectacular ocean views.
Afternoon: Lounge at a chic beach club in Tulum, trying local specialties like ceviche.
Evening: Experience the vibrant nightlife of Playa del Carmen’s 5th Avenue.
Find HotelsMorning: Take a ferry to Cozumel for a half‑day snorkeling excursion at the Mesoamerican Reef.
Afternoon: Snorkel among colorful coral and tropical fish, then enjoy a beachside lunch.
Evening: Return to the mainland and dine at a beachfront taco stand.
Find HotelsMorning: Visit the eco‑adventure park Xcaret for a mix of wildlife, cultural shows, and water activities.
Afternoon: Explore the bustling Mercado 28 in Cancún for souvenirs and local crafts.
Evening: Enjoy a traditional Mexican dinner with live mariachi music at the hotel.
Find HotelsMorning: Indulge in a rejuvenating spa treatment at the resort’s wellness center.
Afternoon: Take a leisurely walk along the shoreline, collecting shells and soaking up the sun.
Evening: Celebrate your trip with a beachfront bonfire and a farewell dinner.
Find HotelsMorning: Pack and enjoy a final breakfast with ocean views.
Afternoon: Transfer to Cancún International Airport for your flight back to Lisbon.
Evening: Arrive in Lisbon, concluding a memorable two‑week adventure.
Find HotelsIf you need to shorten the trip, you can combine the Toronto cultural sites into four days and cut the Riviera Maya itinerary to five days, focusing on the highlights (Chichen Itza, Tulum, and a single beach day). To extend the adventure, add an extra day in Toronto for a day‑trip to the Bruce Peninsula and another two days in the Riviera Maya for a relaxed stay on the quieter island of Isla Holbox or a diving excursion at the Mesoamerican Reef. Adjustments in accommodation style (budget hotels or luxury resorts) will also significantly affect the overall cost.